The Florida Keys Hotels

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(65 out of 65 results)

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The Florida Keys Hotels

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Southwinds

  • $$
  • Practical Base

Operated by the same company as the ultra-high-end Santa Maria Suites, this motel-style property, though still pretty basic, has been...

Speakeasy Inn

  • $
  • Casual Chic

During Prohibition, Raul Vasquez made this place popular by smuggling in rum from Cuba; today its reputation is for having reasonably...

Sunset Key

  • $$$$
  • Casual Chic

This luxurious private island retreat with its own sandy beach feels completely cut off from the world, yet you're just minutes away...

The Gardens Hotel

  • $$$$
  • Casual Chic

Built in 1875, this gloriously shaded, well-loved property was a labor of love from the get-go, and it covers a third of a city block...

The Islander Resort, A Guy Harvey Outpost

  • $$
  • Local Flavor

Guests here get to choose between a self-sufficient townhome on the bay side or an oceanfront resort with on-site restaurants and oodles...

The Marker

  • $$$
  • Casual Chic

As the first new hotel to open in Key West since the early 1990s, The Marker is a welcome and luxurious addition to the waterfront in...

The Moorings Village

  • $$$$
  • Casual Chic

This tropical retreat is everything you imagine when you envision the laid-back Keys—from hammocks swaying between towering trees to...

The Pelican

  • $
  • Local Flavor

This 1950s throwback is reminiscent of the days when parents packed the kids into the station wagon and headed to no-frills seaside motels,...

The Reach, A Waldorf Astoria Resort

  • $$$
  • Design

Embracing Key West's only natural beach, this full-service, luxury resort offers sleek rooms, all with balconies and modern amenities...

Tranquility Bay

  • $$$$
  • Casual Chic

Ralph Lauren could have designed the rooms at this stylish, luxurious resort on a nice beach. The 87 two- and three-bedroom town houses...

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